2-((S)-1-{(S)-4-Guanidino-1-[(S)-2-(1H-indol-2-yl)-1-methoxycarbonyl-ethylcarbamoyl]-butylcarbamoyl}-3-phenyl-propylamino)-octanoic acid anion

ID: ALA1160574

PubChem CID: 44322722

Max Phase: Preclinical

Molecular Formula: C36H51N7O6

Molecular Weight: 677.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCC(N[C@@H](CCc1ccccc1)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H](Cc1cc2ccccc2[nH]1)C(=O)OC)C(=O)O

Standard InChI:  InChI=1S/C36H51N7O6/c1-3-4-5-9-17-30(34(46)47)41-29(20-19-24-13-7-6-8-14-24)33(45)42-28(18-12-21-39-36(37)38)32(44)43-31(35(48)49-2)23-26-22-25-15-10-11-16-27(25)40-26/h6-8,10-11,13-16,22,28-31,40-41H,3-5,9,12,17-21,23H2,1-2H3,(H,42,45)(H,43,44)(H,46,47)(H4,37,38,39)/t28-,29-,30?,31-/m0/s1

Standard InChI Key:  XRNHYCWNCWJTCZ-KYYDNFDVSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1160574

   2-[[(2S)-1-[[(2S)-5-(diaminomethylideneamino)-1-[[(2S)-3-(1H-indol-2-yl)-1-methoxy-1-oxopropan-2-yl]amino]-1-oxopentan-2-yl]amino]-1-oxo-4-phenylbutan-2-yl]amino]octanoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 677.85

Molecular Weight (Monoisotopic): 677.3901

AlogP: 2.92

#Rotatable Bonds: 22

Polar Surface Area: 214.02

Molecular Species: ZWITTERION

HBA: 7

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.91

CX Basic pKa: 10.81

CX LogP: 2.19

CX LogD: 1.78

Aromatic Rings: 3

Heavy Atoms: 49

QED Weighted: 0.04

Np Likeness Score: 0.32

References

1. Esser CK, Kevin NJ, Yates NA, Chapman KT.  (1997)  Solid-phase synthesis of a N-carboxyalkyl tripeptide combinatorial library,  7  (20): [10.1016/S0960-894X(97)10049-X]

Source

Source(1):

• Scientific Literature